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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 355087Erstellt: 24. Oktober 2026

4'-Hydroxypropiophenone → Ifenprodil

https://huagongshe.com/de/reaction/355087

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4'-HydroxypropiophenoneHCID 6271—
EduktPotassium CarbonateHCID 11430—
Edukt4-BenzylpyridineHCID 16458—
EduktBromineHCID 24408—
EduktHCID 178418361HCID 178418361—
KatalysatorPlatinum oxide (PtO)HCID 82844—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktIfenprodilHCID 368992,3%

Reaktionsschritte

To 4 ml of dioxane were added 6.0 g of 4'-hydroxypropiophenone. 6.8 Grams of bromine were added dropwise to the mixture with stirring at room temperature, and the reaction liquid was stirred for an additional 10 minutes. To the reaction liquid were then added 7.5 g of 4-benzylpyridine, 2.1 g of potassium carbonate, 1 ml of water and 50 ml of methanol, and the mixture was refluxed under heating for 5 hours. After stopping the heating, 25 ml of methanol and 0.2 g of platinum oxide were added and hydrogen was then introduced and the mixture was stirred for 8 hours under pressure of about 1 atm. After completion of the reaction, the reaction mixture was worked up in the same manner as described in Example 46, whereby 12.0 g (77.9%) of ifenprodil were obtained as white crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04377691
Quelldatensatzuspto-grants-1983_03
ORD IDord-e9719236f7bd46719c424a3bcb53e5af
Quellennotizuspto-grants-1983_03